8. Round | 27/09/2008 | Wolverhampton Wanderers | - | Bristol City | 2:0 | ||||
10. Round | 04/10/2008 | Swansea City | - | Wolverhampton Wanderers | 3:1 | ||||
11. Round | 18/10/2008 | Wolverhampton Wanderers | - | Coventry City | 2:1 | ||||
12. Round | 21/10/2008 | Norwich City | - | Wolverhampton Wanderers | 5:2 | ||||
13. Round | 25/10/2008 | Watford FC | - | Wolverhampton Wanderers | 2:3 | ||||
14. Round | 28/10/2008 | Wolverhampton Wanderers | - | Swansea City | 2:1 | ||||
15. Round | 01/11/2008 | Cardiff City | - | Wolverhampton Wanderers | 1:2 | ||||
16. Round | 08/11/2008 | Wolverhampton Wanderers | - | Burnley FC | 2:0 | ||||
17. Round | 15/11/2008 | Southampton FC | - | Wolverhampton Wanderers | 1:2 | ||||
18. Round | 22/11/2008 | Wolverhampton Wanderers | - | Blackpool FC | 2:0 | ||||
19. Round | 25/11/2008 | Sheffield United | - | Wolverhampton Wanderers | 1:3 | ||||
27. Round | 10/01/2009 | Wolverhampton Wanderers | - | Preston North End | 1:3 |